Galactose anilide

Percival and Thomson44 obtained a mixture of disaocharide esters from which, on hydrolysis and derivatization, they isolated 2,3,4,6-tetramethyl-D-galactose anilide and a mixture of methylated acids. From these acids they obtained 3,6-anhydro-2,5-dimethyl-L-galactonic acid, the structure of which was determined by almost the same means as those employed by Jones and Peat.23 On methanolysis of hexamethylagarobiose, Araki28 isolated 3,6-anhydro-2,5-dimethyl-L-galactose dimethyl acetal (XIII),... 

XIX) were characterized as their crystalline anilides, while 2,3,6-tri-methyl-D-galactose (LIX) was characterized as the crystalline furano-lactone (LX). 4-Methyl-L-rhamnose (LXI) was obtained crystalline and was converted into the crystalline pyranolactone (LXII). Esti-... 

Methylation of stachyose and subsequent hydrolysis, by Onuki,20 gave 2,3,4,6-tetra-O-methyl-D-galactose (identified as the crystalline anilide), a tri-O-methyl-D-galactose and a tri-O-methyl-D-glucose (which were converted into the 2,3,4,6-tetra-O-methyl derivatives, and characterized as the crystalline anilides), and 1,3,4,6-tetra-O-methyl-D-fructose, a sirup which agreed in properties with the authentic material. 

Complete structural analysis of galactinol by the methylation method was reported66 by Kabat and associates in 1953. On hydrolysis, completely methylated galactinol gives 2,3,4,6-tetra-O-methyl-D-galactose (identified as the anilide) and 2,3,4,5,6-penta-O-methyl-D-myo-inositol (identified by oxidation to the penta-O-methylinosose, reduction, and demethylation, to give mpo-inositol and L-inositol). 

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